2-(L-leucyl)aminoethanol | 80482-77-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(L-leucyl)aminoethanol
• 英文别名: H-Leu-NHC2H4OH；Leu-NH-CH2-CH2-OH；L-leucine-(2-hydroxy-ethylamide)；L-Leucin-(2-hydroxy-aethylamid)；(2S)-2-Amino-N-(2-hydroxyethyl)-4-methylpentanamide
• CAS: 80482-77-5
• 化学式: C₈H₁₈N₂O₂
• mdl: MFCD14590568
• 分子量: 174.243
• InChiKey: SWVVOFQOQQHCRU-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(L-leucyl)aminoethanol 在 四丁基氟化铵 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 tert-butyl N-[(2S,3S,5R)-5-benzyl-3-hydroxy-5-{[(1S)-1-[(2-hydroxyethyl)carbamoyl]-3-methylbutyl]carbamoyl}-1-phenylpentan-2-yl]carbamate
  参考文献：
  名称：

  Design and synthesis of HIV protease inhibitors. Variations of the carboxyterminus of the HIV protease inhibitor L-682,679

  摘要：

  A series of tetrapeptide analogues of 1 (L-682,679), in which the carboxy terminus has been shortened and modified, was prepared and their inhibitory activity measured against the HIV protease in a peptide cleavage assay. Selected examples were tested as inhibitors of virus spread in cell culture. Compound 12 was a 10-fold more potent enzyme inhibitor than 1 in vitro and 30-fold more potent in inhibiting the viral spread in cells.

  DOI：

  10.1021/jm00113a025
• 作为产物：
  描述：

  tert-butyl N-((1S)-1-{[(2-hydroxyethyl)amino]carbonyl}-3-methylbutyl)carbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 0.33h， 生成 2-(L-leucyl)aminoethanol
  参考文献：
  名称：

  Design and synthesis of HIV protease inhibitors. Variations of the carboxyterminus of the HIV protease inhibitor L-682,679

  摘要：

  A series of tetrapeptide analogues of 1 (L-682,679), in which the carboxy terminus has been shortened and modified, was prepared and their inhibitory activity measured against the HIV protease in a peptide cleavage assay. Selected examples were tested as inhibitors of virus spread in cell culture. Compound 12 was a 10-fold more potent enzyme inhibitor than 1 in vitro and 30-fold more potent in inhibiting the viral spread in cells.

  DOI：

  10.1021/jm00113a025

文献信息

• Aryl Substituted Indoles and Their Use as Blockers of Sodium Channels
  申请人：Kyle Donald J.

  公开号：US20130296281A1

  公开（公告）日：2013-11-07

  The invention relates to aryl and heteroaryl substituted compounds of Formula (I), and pharmaceutically acceptable salts, prodrugs, or solvates thereof, wherein G, R 1 , and Z 1 -Z 5 are defined as set forth in the specification. The invention is also directed to the use of compounds of Formula (I) to treat a disorder responsive to the blockade of sodium channels. Compounds of the present invention are especially useful for treating pain.

  本发明涉及具有式（I）的芳基和杂芳基取代化合物，以及其药学上可接受的盐、前药或溶剂化物，其中G、R1和Z1-Z5如规范中所述。本发明还涉及利用式（I）的化合物治疗对钠通道阻滞有响应的疾病。本发明的化合物特别适用于治疗疼痛。
• Amino acids and peptides. XI. Synthesis of attractant and repellent peptides for Aedes aegypti and Blattella germanica.
  作者：YOSHIO OKADA、SHIN IGUCHI、TAKAAKI HIRAI、YOSHITAKA GOTO、MASAMI YAGYU、HARUAKI YAJIMA

  DOI：10.1248/cpb.32.4608

  日期：——

  Z-Gly-Val-Ser-Phe-Val-Leu-OMe and related peptides were synthesized by the conventional solution method and their attractant and repellent activities for Aedes aegypti (mosquito) and Blattella germanica (cockroach) were examined. Z-Val-Leu-OMe exhibited potent repellent activity against not only Aedes aegypti but also Blattella germanica.

  Z-Gly-Val-Ser-Phe-Val-Leu-OMe 及相关肽通过传统的溶液法合成，并对其对埃及伊蚊（Aedes aegypti）和德国小蠊（Blattella germanica）的吸引和排斥活性进行了检验。Z-Val-Leu-OMe 对埃及伊蚊和德国小蠊均表现出强效的排斥活性。
• Aryl substituted indoles and the use thereof
  申请人：Purdue Pharma L.P.

  公开号：US10202344B2

  公开（公告）日：2019-02-12

  The invention relates to aryl and heteroaryl substituted compounds of Formula (I), and pharmaceutically acceptable salts, prodrugs, or solvates thereof, wherein G, R1, and Z1-Z5 are defined as set forth in the specification. The invention is also directed to the use of compounds of Formula (I) to treat a disorder responsive to the blockade of sodium channels. Compounds of the present invention are especially useful for treating pain.

  本发明涉及式（I）的芳基和杂芳基取代的化合物及其药学上可接受的盐、原药或溶液，其中G、R1和Z1-Z5的定义如说明书所述。本发明还涉及使用式（I）化合物治疗对阻断钠通道有反应的疾病。本发明的化合物特别适用于治疗疼痛。
• Dipeptide alcohol-based inhibitors of eukaryotic DNA polymerase α
  作者：Isoko Kuriyama、Naoki Asano、Ikuo Kato、Kyoko Ikeda、Masaharu Takemura、Hiromi Yoshida、Kengo Sakaguchi、Yoshiyuki Mizushina

  DOI：10.1016/j.bmc.2004.12.052

  日期：2005.3

  We reported previously that a novel dipeptide alcohol, L-homoserylaminoethanol (Hse-Gly-ol), is a selective inhibitor of eukaryotic DNA polymerase epsilon (pol epsilon) [Bioorg. Med. Chem. 2004, 12, 957-962]. The discovery suggests that the dipeptide structure could be a chemical frame for a DNA polymerase inhibitor. Therefore, we chemically synthesized 27 different species of dipeptide alcohols, and tested this inhibitory capability. Compound 6 (L-aspartylaminoethanol, Asp-Gly-ol) was found to be the strongest pol alpha inhibitor. Compound 6 did not influence the activities of other replicative DNA polymerases such as delta and epsilon, and had no effect on the activities of prokaryotic DNA polymerases, nor DNA metabolic enzymes such as human immunodeficiency virus type I reverse transcriptase, T7 RNA polymerase and bovine deoxyribonuclease I. The inhibitory effect of compound 6 on pol alpha was dose-dependent, and 50% inhibition was observed at a concentration of 33.5 mu M. Compound 6-induced inhibition of pol alpha activity was noncompetitive with both the DNA template-primer and the dNTP substrate. This is the first report on a water-soluble pol alpha-specific inhibitor, sought for precise biochemical studies of pol alpha. The relationships between the structures of dipeptide alcohols and the inhibition of eukaryotic DNA polymerases are discussed. (c) 2005 Elsevier Ltd. All rights reserved.
• Bailey, Biochemical Journal, 1955, vol. 60, p. 173,175
  作者：Bailey

  DOI：——

  日期：——